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. 2021 Feb 7;64(4):1856–1872. doi: 10.1021/acs.jmedchem.0c01886

Scheme 1. Scale-up Non-GMP Synthesis of EC5026.

Scheme 1

Reagents and conditions: (a) triphosgene, tert-butyl 4-amino-piperidine-1-carboxylate, Et3N, DCM, −78 °C to rt, overnight; (b) 4 N HCl in MeOH, rt, overnight; (c) 7, Jones reagent, acetone, 0 °C to rt, 2.4 h; (d) EDCI, Et3N, DCM, rt, overnight.